TW516965B - A cosmetic light-screening composition for protecting human skin or human hair against ultraviolet radiation and novel sunscreening agents - Google Patents

Abstract

The invention relates to a cosmetic light-screening composition for protecting human skin or human hair against ultraviolet radiation containing at least one compound of formula I wherein R1 represents a C1-8 straight or branched alkyl chain, and R2 and R3 each independently represent a C1-8 straight or branched alkyl chain.

Description

516965

V. Description of the invention (1) The present invention relates to a sun-protecting chain used to protect human skin and human ultraviolet light damage compounds of 280 and 400 nm, and these compounds have been known as UV filters to accelerate skin aging. The unwanted effect is caused by UV rays. This sunscreen cosmetic composition protects the hair from the use of chemical substances contained in the composition. , And even cause skin cancer, these are now found compounds of formula I

I Among them, R: Generation, Ci-8 straight or branched alkyl chain, and R2 and R3 respectively represent (^ _8 straight or branched alkyl chain, which is an excellent UV filter , They have skin compatibility and stability (light, heat, moisture); they make the skin have strong UV protection and therefore can delay skin aging = In particular, these UV filters also have a light stability of 箸 g Although the maximum absorption of the compound of formula I is not in this range, but is about 32 to 300 nanometers, that is, between the maximum absorption of UVA and βνβ rays, it is known that the compound of formula I has the maximum absorption. Appear at — wavelengths of A (such as: 4-tert-butyl-4, -fluorenyldimethylenoxane) and those who appear at “wavelengths” that specifically and surprisingly increase UV-B photoprotective effects (Ie, those who want to absorb about 290 to about 320 nanometers of Uv-B rays that make erythema,) the owner can also absorb these ranges of the only type that can be used in cosmetic applications

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516965 V. Description of the invention (2) It is intended for diphenylhydrazones and o-aminobenzoic acid. Many formulations are not used for reasons such as: · The amount of extraction is much less than the compound of formula I. The oxyanilino arsenylmalonate of formula I can be obtained from ⑽ ^^^^ 3, 0 7 9, 3 6 6 and WOKermack, NEStOrey,] · CD Chao Soc · 607 (1950); T. Takahashi, S. Senda, j. Pharm. Soc. Jpn., 71, 1 1 1 2 (1952). Special mention is made of methoxy-, ethyl-, and butoxy-aniline-ethenyl malonate. However, the use of these compounds in cosmetic applications has not been mentioned, and in particular the use of these compounds in skin care or human hair care has not been mentioned. The solubility of curved UV filters in cosmetics solvents should be large enough to be formulated to a reasonable degree. For example, in a typical oil in water solution with a water content of 70% and a filter content of 6%, the solubility in the oil phase must be as high as 20%. Surprisingly, compounds of formula 1 have been found in many cosmetic solvents (such as: caprylic acid, oleyl trioleate, propylene glycol dicaprylate dicaprate, Cl ^ 5 alkylbenzene, IS Acid monostearate, diisopropyl adipate, etc.) solubility up to 20%. + Accordingly, the object of the present invention is a novel sunscreen preparation for cosmetic use, which comprises a novel compound of formula I, including the compound of formula I described above (preferably in combination with at least one kind of β-dose beta agent and at least one type), Formula I: It is the use of sunscreen (especially for cosmetics). Is it protected from UV light? Protecting human skin or human hair, the α sunscreen makeup σσ composition ’contains at least one compound of the formula I in a mouth-to-mouth application that can be used for oral applications.

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516965 V. Description of the invention (3) ρ]

Η Ν, CO.R2 CO, R3 where R1 represents Cps straight or branched alkyl chain, and R2 and R3 represent Cil straight or branched alkyl chain, respectively. The so-called n CV8 straight or branched alkyl chain "means, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, third butyl, pentyl, hexyl, 2-ethyl Hexyl and the like. Preferred compounds are those in which R2 and R3 represent fluorenyl, ethyl, pentyl, or 2-ethylhexyl, respectively. R1 is preferably methyl, ethyl, or n-butyl. Therefore, the following Compounds are preferred ... Compounds in which R1, R2 and R3 are fluorenyl (Example 1) or ethyl (Example 4); or R1 is ethyl and R2 and R3 are fluorenyl (Example 2) or 2-ethyl A compound of hexyl (Example 6); or a compound of which R1 is n-butyl and R2 and R3 are fluorenyl (Example 3) or ethyl (Example 5). The best is the compound according to Example 4, wherein R1, R2 And R3 are ethyl. This sunscreen cosmetic composition contains 0.1 to 10% by weight (preferably 0.5 to 5% by weight) of a compound of formula I, especially 1 to 3% by weight of a compound of formula 1. This The sunscreen cosmetic composition may additionally contain at least one maximum absorption

C: \ DATA \ DATA29 \ 54057.ptd Page 7 516965 V. Description of the invention (4) UV-B filter of about 300 to 320 nanometers and at least one maximum absorption ^ 340 nanometers (specifically, the medium UV-A filters between 340 and 360 nm, and more particularly at 3 5 6 nm). In particular, this uV-A-filter is 4-tert-butyl-4'-methoxydicarboxane. Generally, this UV-A agent can be selected from 2-fluorenyldihexylfluorenylmethane, 4-fluorenyldihenylmethane, 4-tert-butylmonofluorenylmethane, 2,4-monofluorenyldiamine Phenylmethanine '2,5-Dimethylbis-methylpyrrolidine'4, 4'-diisopropyldi-n-pyridylpyrene, 4-tert-butyl-4': fluorenyldioxane Sulfenylhaloxane, 2-fluorenyl-5 -isopropyl-4, -fluorenyl-monomethylfluorenyl, 2-fluorenyl-5-tert-butyl-4'_fluorenyldihenylfluorenyl Alkane, 2, 4-difluorenyl-4'-fluorenyldi-n-fluorenylfluorene, and 2,6-difluorenyl-4-second-butyl-4-fluorenyldifluorenyl ~ fluorane And stearic acid. This UV-B filter is at least one selected from the group consisting of cinnamate, dibenzyl copper, dibenzyl acrylate triazine, camphor derivatives, polymer-type absorbers, and the above-mentioned appllcation us 5 4〇3 9 " The one) less one, 钿, wrong ^ doudou this 1 ^ —B filter is from the following to J Yes · Jintie, Chin, Zinc, or 4 pigments with hydrocarbon structure or with a small one, Other than titanium or zinc) metal alkylene oxide polymer. Silicone sunscreen cosmetic composition with a UV absorbing group or human hair protected from UV light ". Sentences can be used to protect human skin or the following compounds of formula I are novel compounds: 2- (4-heptyloxy-benzylaminomethyl) propanedi-2- (4-methyloxy-benzylaminomethyl)- Dimethyl malonate,

$ 8 pages C: \ DATA \ DATA29 \ 54057.ptd 516965 V. Description of the invention (5) Dimethyl 2- (4-ethoxy-benzylamino) malonate, 2- (4-propoxyl) -Anilinophenylenediyl) malonyl malonate '2- (4-butoxy-anilinolidenyl) malonate, 2- (4-pentyloxy-anilinolidene) propyl Diacid diacid, 2- (4-hexyloxy-anilidene) dimalonate, 2- (4-ethoxy-anilinomethyl) malonate, 2- (4-ethoxy-benzylaminophenyl) ethyl malonate pentyl, 2- (4-ethoxy-anilinylphenyl) malonate di_2-ethylhexanoate and 2- ( 4_ethoxy_anilinophenyl) ethyl malonate 2-ethylhexyl acetate. Each of these can be used as a UV filter, agent, and in particular, can be used for the aforementioned cosmetic applications. Here, the following are of particular interest: 2- (4-ethoxy-anilinolidene) dimalonyl malonate, 2- (4-ethoxy-benzylidenephenylarylene) malonate Ester Amyl Ester, 2- (4-Ethoxy-anilidene) di-2-ethylhexyl malonate, and 2- (4-ethoxy-anilinomethyl) malonate 2-ethylhexyl ester. Compounds (known and new compounds) represented by Formula I can be easily prepared by the conventional method described in US 3,0 7,9,3 6 6 as follows: Aniline derivative (Ci-q alkoxy Benzylamine) reacts with a suitably substituted alkoxydialylmalonic acid derivative with or without a solvent. As for the cosmetically acceptable carrier that can be used for the sunscreen agent of the present invention, it can be any conventional preparation that meets the requirements of cosmetics, such as: cream, lotion, emulsion, plaster, gum, solution, spray, paste And lotions; see, for example: Kosmetik, Entwicklung, Herstellung and Anwendung Kosmetischer Mittel, Wilfried

C: \ DATA \ DATA29 \ 54057.ptd Page 9 516965 丨 V. Description of Invention (6)

Umbach, Georg Thieme Vertrag Stuttgart-New York 1 9 8 8; Sunscreens, Development, Evu1 at i on and Regulatory Aspects, ed. NY Lowe, NA Shaat, Marcel Decker, Inc. New York Basel, 1990 0 because of their lipophilicity The compound of formula I is well blended in oily and faty cosmetic preparations. Because of their lipophilicity, novel compounds meet the criteria required here, namely, in cosmetic solvents (eg Mig 1 y ο 1 8 1 2 N (caprylic capric triglyceride), Miglyol 840 (propylene glycol dicaprylyl Soluble in didecanoate), Finsolv TN (C12_15 alkyl benzoate), Prisorine 203 4 (malonate monostearate) or Crodamol M (diisopropyl adipate). In view of the foregoing, particularly preferred is the compound of Example 4. Where appropriate, this sunscreen cosmetic preparation may be oil, lotion, gelatin, solid cream, and emulsion (eg, cream, lotion, or ionic or non-ionic | Dispersions of lipophilic lipids with small bubbles), aerosols, sprays, foams, powders, shampoos, shampoos or lacquers or cosmetics. I Cosmetic preparations for protecting human hair From at least one compound of formula I, this suitable formulation is shampoo, conditioner, hydrogel, milk; gel, dispersion, hair dye, etc. The formulations for all these formulations are Known by those in this skill.!; Ί Solvents already known to those skilled in the art can be used to prepare these forms, such as: oils, waxes, alcohols, polyols. The preferred agents are fatty acids, esters, fatty alcohols, but can also be Ethanol, isopropanol, propylene glycol, and glycerine;

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V. Description of the invention (7) '~~ ___ — ~--— Oil and the like. This cosmetic formulation may additionally contain auxiliary release agents, softeners, humectants, surface & other solvents, thinners, oils, low-carbon polyols and single agents, anti-swim agents, colorants, pigments and the like. GK, propellant, silicone, this novel sunscreen composition or formula; Compounds The person skilled in the art can freely use the above-mentioned n-points based on the best, but among the UV-A filters, the best order-A filter is 4-Tetin "νν-A, agent. Hexenyl methane, which is especially used in combination with 2- (, earth-lactamyl diacetic acid diethyl vinegar. Ethyl milk basic aminomethyl) propane, has the following advantages to reveal other advantages, characteristics and details . Example 1 2- (4-Methoxy-benzylaminobenzylidene) malonyl malonate is intended to be stirred at room temperature, and at 2 · 3g (〇 · 丨 mol) In a 50 ml ethanol solution of amine, 70 ml of a solution of 17.4 g (mole) of methomethoxyl malonate was added dropwise. After ^ 1% further at this temperature, the reaction mixture was cooled in an ice bath and the product crystallized out by itself. This crude solid material was separated by filtration and washed with ethanol to obtain 129 g of the title product as a white solid, melting point 89-9KC · (E: 8 9 9). Example 2 2 (4-ethoxy-benzylaminophenyl) malonate diacetate The process is the same as in Example 1, but with one equivalent of p-aminobenzyl-pyroxybenzamine. 19.8 g of the title product were obtained as a white solid μ 1 to 1 bar U with a melting point of

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V. Description of the invention (8) 6 6-6 7 ° C, UV 3 28 mm (E = 8 7 9) Preparation of dimethyl 2- (4-hydroxy-anilinoethyl) malonate at room temperature in a solution of 16.4 g (0.155 mol) of 4-aminophenol in 100 mmol A solution of 26.1 g (0.15 mol) of methoxymethylene dimethyl dimethyl ester in 70 ml of ethanol was added. After stirring at this temperature for 10 minutes, the crude solid material was separated by filtration and washed with ethanol to obtain 34.3 solid 'which was used without purification. b) In the case of warm stirring, at 7 grams (28 millimoles) of 2- (4-hydroxy-aniline ^ ylethenyl) malonyl malonate, 3 ·· 9 grams (28 millimoles) Carbonic acid was added to 50 ml of monomethylpyridamine, and 3 g (28 μmol) of butyl iodide was added dropwise. This reaction mixture was heated at 80 t for 24 hours. After that, the reaction mixture was poured into 50 ml of water and extracted three times with ethyl acetate. The organic layer was washed with sodium hydroxide solution (15%) and water, dried and evaporated to obtain 4.5 g of the title compound, which was a white solid with a melting point of 46-4? C 'UV 328 μm (e = 685). Example i 2-(4-ethoxy-benzylaminophenyl) malonyl diethyl malonate was prepared in the same manner as in Example 1 except that p-aminobenzyl ether was replaced with one equivalent of p-aminobenzyl ether, and An equivalent of diethyl ethoxymethylene malonate was used instead of dioxo dimethyl malonate. Replacing ethanol with hexane gave 2 g of the title product 'as a white solid with a melting point of 55-56 ° C and UV 329 mm (E = 802).

C: \ DATA \ DATA29 \ d4057.ptd Page 12 516965 V. Description of the invention (9) Example 5 2-(4-butoxy-benzylaminophenyl) malonate diethyl ester The same process as in Example 3, However, one equivalent of diethyl ethoxylidenemalonate was used instead of diethyl alkoxylatemalonate. 3.1 g of the title product is obtained, which is a white solid with a melting point of 54-55, uv 3 2 9 mm (E = 714). Example 6 2-(4-ethoxy-benzylaminomethyl) _ Malonic acid di-2-ethylhexyl ester and 2- (4-ethoxy ~ benzylaminomethyl) _malonate ethyl 2-ethylhexyl ester 18.4 g (60 mmol) 2 — ( 4-Ethoxy-anilinomethyl) -diethyl malonate, 430 mg of titanium isopropoxide <IV) in 70 ml of 2-ethylmonohexanol was stirred at 15 (rc for 4 hours) The reaction mixture was obtained under low pressure (80 C 6 Aiba),% § to obtain a yellow oil. This oil was dissolved in 100 liters of ethyl acetate and 5 liters of water, and stirred for 10 minutes to Anhydrous magnesium sulfate was dried. The sliced suspension was filtered and concentrated under reduced pressure to obtain 26.8 g of a yellow oil, which was separated by pressure chromatography using hexane · ethyl acetate (10: n as the eluent). These two title products gave 23.6 g of 2- (4-ethoxy-benzylamino) -malonate di-2: ethylhexyl ester as a yellow oil, UV 3 2 9 mmol Micron (E = 5 6 7). 1.8 g of 2- (4-ethoxy-benzylaminophenylene) were obtained. - ethyl malonate and 2-ethylhexyl acrylate as a yellow oil, ϋν 329 nm (two £ 632).

Example J 2-U-ethoxy-benzylaminoethyl) -dipentyl malonate and 2- (4-ethoxy-benzylaminoethyl) -ethylmalonate

C: \ DATA \ DATA29 \ 54057.ptd Page 13 516965 V. Description of the Invention (ίο) The process is the same as in Example 6, but n-pentanol is used instead of 2-ethyl-hexanol. Using hexane: ethyl acetate (8 ·· 1) as the eluent, the two title products were separated by pressure chromatography. 16.6 g of 2- (4-ethoxy-anilinomethyl) -malonate were obtained as a yellow oil, UV 329 nm (E = 651). 2.5 g of 2- (4-ethoxy-anilinomethyl) -ethyl malonate were obtained as a yellow oil, UV 3 2 9 nm (E = 725).

II C: \ DATA \ DATA29 \ 540D7.ptd Page 14 516965 V. Description of the invention (11) Example 8 Preparation of preparation type: Emulsion ingredient weight% in water in oil A) Product obtained from Example 6 (di-2- Ethylhexyl ester) 6 Butylmethoxydi-fluorenylmethane (Parsol 1789) 1.5 Octyl succinate (Parsol MCX) 3 Polyglyceryl-3-diisostearate 5 Glyceryl oleate 3 Cetyl Alcohol 2 Mineral Oil 10 Coco Caprylic Acid / Caprate 10 Dimethicone Coated Titanium Dioxide 2 Octyl Dodecyl Alcohol 2 Butyl Hydroxylbenzene 0.1 Phenoxyethanol, P-Hydroxybenzoate, P- Ethyl hydroxybenzoate and propyl p-hydroxybenzene 0.6 and butyl p-hydroxybenzoate B) Glycerin (86%) 5 Phenylbenzimidazole sulfonic acid (Parsol HS) 2 Disodium EDTA 0.1 Water 47.7 Part A and Part B was mixed separately at 85 ° C, and then combined with stirring. Finally, if necessary, adjust the pH to 7 with 10% sodium hydroxide or 1 (3% citric acid).

C: \ DATA \ DATA29 \ 54057.ptd Page 15 516965 V. Description of the invention (12) Example 9 Preparation of preparation type: Water-in-oil emulsion (soft cream) Ingredient weight% A) Product from Example 4 5 POP-POE glycerol sorbitol fatty acid ester 5 heptyl nonane 5 paraffin wax 9 PPG- (15) -stearyl alcohol and cyclomethicone 2 stone evening stone 0.4 butylhydroxytoluene ^ 0.1 phenoxyethanol, p-hydroxybenzene Ethyl acetate, ethyl p-hydroxybenzoate and propyl p-hydroxybenzyl 0.6 and butyl p-hydroxybenzoate B) sodium chloride 0.5 POE-30 sorbitol 1.5 glycerol (8 6% ) 2.5 Disodium EDTA 0.1 Water 68.3 Part A and Part B were mixed at 85 ° C, and then combined with stirring. Finally, if necessary, adjust the pH to 7 with 10% sodium hydroxide or 10% citric acid.

C: \ DATA \ DATA29 \ 54057.ptd Page 16 516965 V. Description of the invention (13) Example 1 0 Formulation type: Silicone in water emulsion (emulsion) Ingredient weight% A) Product obtained from Example 5 2 Cyclomethicone pentamere and Cyclomethicone # Lu 錤 9 Cyclomethicone and Dimethicone Copolyol 10 Cyclomethicone 5 PPG-3 Myristyl ether 2 Dimethicone-coated titanium dioxide 2 C12-15 alkylphenyl benzoate 10 Butyl hydroxybenzene benzene 0.1 phenoxy Ethyl alcohol, ethyl p-hydroxybenzoate, ethyl p-hydroxybenzoate and propyl p-hydroxybenzoate 0.6 and butyl p-hydroxybenzoate B) Sodium chloride 0.5 Tocopheryl acetate 2 EDTA II Sodium water 56.7 Part A and Part B were mixed at 85 ° G, and then combined with agitation. Finally, if necessary, adjust the pH to 7 with 10% sodium hydroxide or 10% citric acid.

Page 17: C: \ DATA \ DATA29 \ 54057.ptd 516965 V. Description of the invention (14) Example 11 Formulation type: Emulsion content of oil in water by weight% A) Product obtained from Example 4 4 Octyl methoxycinnamate ( Parsol MCX) 3 butyl fluorenyl diquatyl fluorenoxane (Parsol I789) 1.5 4- fluorenylbenzylidene methylene camphor (Parsol 5000) 3 glyceryl myristate 4 Rhodonol -1 cocoyl caprylic acid / Decanoate 15 isopropyl myristate 5 PVP-eicosene copolymer 2 butylhydroxybenzoic acid 0.1 EDTA dinaphthalene 0.1 phenoxyethanol, methyl p-hydroxybenzoate, p-hydroxybenzoic acid Ethyl ester and propyl p-hydroxybenzoate and butyl p-hydroxybenzoate B) POE-POP block copolymer 2 Water 38.7 Carbomer 981 10 Propylene glycol 10 Parts A and B are mixed at 85 ° C, respectively. Combined with stirring afterwards. Finally, if necessary, adjust the pH to 7 with 10% sodium hydroxide or 10% citric acid. -

C: \ DATA \ DATA29 \ 54057.ptd Page 18 516965 V. Description of the invention (15) Example 1 2 Formulation type: oil-in-water emulsion ingredients% by weight A) Product obtained from Example 3.5 Caprylyl succinate Ester (Parsol MCX) 3 Butylmethoxydimethylmethane (Parsol 1789) 1.5 4-Methenylbenzylidene camphor (Parsol 5000) 3 Monomyristolic acid glycerol vinegar 4 Cetyl alcohol 1 Cocoyl caprylic acid / capric acid Esters ~ — 5 Isopropyl myristate 5 PVP-eicosene copolymer 1 Butyl hydroxybenzobenzene 0.1 EDTA disodium 0.1 phenoxyethanol, ethyl p-hydroxybenzoate, ethyl p-hydroxybenzoate Ester and 0.6-propyl p-hydroxybenzoate and butyl p-hydroxybenzoate B) Sorbitol and sucrose esters 4 Water 48.2 Carbomer 981 10 Propylene glycol 10 Parts A and B are mixed at 85 ° C, respectively. Combined with stirring afterwards. Finally, if necessary, adjust the pH to 7 with 10% sodium hydroxide or 10% citric acid.

C: \ DATA \ DATA29 \ 54057.ptd Page 19 516965 V. Description of the invention (16) The emulsions of Examples 8, 11 and 12 exhibit broad filter activity over the entire UV range of about 280 to 400 nm The maximum absorption occurs at about 300 to 360 nm.

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Claims (1)

516965 fJl II | # 5116339 'B VI. Scope of patent application I_ 1 · A sunscreen cosmetic composition for protecting human skin or person Compound of formula I in an acceptable carrier Among them, R1 represents a C ^ 8 straight or branched alkyl chain, and R2 and R3 respectively represent a C ^ 8 straight or branched alkyl group. 2. The sunscreen cosmetic composition according to item 1 of the patent application scope, wherein R1 represents methyl, ethyl, or n-butyl, and R2 and R3 represent methyl, ethyl, propyl, and 2-ethyl-hexyl, respectively. . 3. The sunscreen cosmetic composition according to item 2 of the patent application, wherein R1, R2 and R3 are ethyl. 4. The sunscreen cosmetic composition according to any one of the claims 1 to 3, which comprises 0.1 to 10% by weight of a compound of formula I. 5. A sunscreen cosmetic composition according to item 4 of the patent application, which contains 0.5 to 5% by weight of a compound of formula I. 6. A sunscreen cosmetic composition according to item 4 of the patent application, which comprises 1 to 3% by weight of a compound of formula I. 7. Sunscreen cosmetics according to any of claims 1 to 3 O: \ 54 \ 54057-911105.ptc Page 22 516965 Amendment No. 87116339 VI. Patent application composition, which additionally contains one or more UV-B filters with a maximum absorption at about 300 to 320 nm Agents and one or more UV-A filters with a maximum absorption of 340 nm. 8. The sunscreen cosmetic composition according to item 7 of the scope of the patent application, further comprising one or more U V-B filters having a maximum absorption at about 300 to 320 nm and one or more maximum absorptions between UV-A filter between 3 40 and 3 60 nm. 9. The anti-brewing cosmetic composition according to item 7 of the scope of the patent application, wherein the UV-A agent is 2-methyldibenzylmethylmethane, 4-methyldimethylmethane, 4-tert-butyldiamine Benzylfluorenylmethane, 2,4-Difluorenyldibenzylfluorenylmethane, 2,5-Dimethyldibenzylfluorenylmethane, 4, 4'-Diisopropyldibenzylfluorenylmethane, 4-Third Butyl-4'-methoxydibenzylfluorenylmethane, 2-methyl-5-isopropyl-4'-methoxydifluorenylmethane, 2-methyl-5-tert-butyl- 4, -methyldibenzylfluorenylmethane, 2,4-dimethyl-4'-methoxydibenzylfluorenylmethylamine, and 2,6-dimethyl-4-tert-butylmethoxydifluorene One of dimethylbenzene and p-phenylene dimethyl dicamphorsulfonic acid. 10. The sunscreen cosmetic composition according to item 9 of the scope of the patent application, wherein the UV_A agent is 4-tertiarybutyl-4'-methoxydibenzylfluorenylmethane. 1 1. The sunscreen cosmetic composition according to item 7 of the scope of patent application, wherein the UV-B agent is one or more selected from the group consisting of cinnamate, salicylate, benzophenone, di Polymerization of triazine phenylacrylate, camphor derivatives, polymeric UV-absorbers or metal oxide pigments of europium, iron, titanium, zinc, or hammer, and siloxane structures with a hydrocarbon structure or with ultraviolet light absorbing groups Thing. O: \ 54 \ 54057-911105.ptc Page 23 516965 _ Case No. 87Π6339 0 丨 Year I (Month day _: 6. Application for patent scope 1 2. Sunscreen cosmetic composition according to item 11 of patent scope, where UV-B agent is one or more selected from the group consisting of cinnamate, salicylate, benzophenone, triazine diphenylacrylate, camphor derivative, polymerized UV-absorbent titanium Or zinc metal oxide pigments and polymers having a hydrocarbon structure or a siloxane structure with an ultraviolet light absorbing group. 1 3. The sunscreen cosmetic composition according to item 9 of the patent application scope, wherein the UV-B agent Is one or more selected from the group consisting of cinnamate, salicylate, benzophenone, triazine diphenylacrylate, camphor derivative, polymerized UV-absorber or rhenium, iron, titanium , Zinc, or wrong metal oxide pigments and polymers having a hydrocarbon structure or a siloxane structure with an ultraviolet light absorbing group. 1 4. The sunscreen cosmetic composition according to item 13 of the patent application scope, wherein, UV -Agent B is one or more selected from the group consisting of cinnamic acid Esters, salicylates, benzophenones, triazine diphenylacrylate, camphor derivatives, polymeric UV-absorbers titanium or zinc metal oxide pigments, and those with a hydrocarbon structure or with ultraviolet light absorbing groups A polymer with a siloxane structure. 1 5. The sunscreen cosmetic composition according to item 10 of the patent application scope, wherein the UV-B agent is one or more selected from the group consisting of cinnamate and salicylic acid. Acid esters, benzophenone, triazine diphenylacrylate, camphor derivatives, polymeric UV-absorbers or metal oxide pigments of europium, iron, titanium, zinc, or hammer, and hydrocarbon structures or with ultraviolet light absorption A polymer with a siloxane structure. 1 6. The sunscreen cosmetic composition according to item 15 of the patent application scope, wherein the UV-B agent is one or more selected from the group consisting of cinnamic acid O: \ 54 \ 54057-911105.ptc Page 24 516965 Case No. 87116339 9 (year (January Amendment VI, patent application scope esters, salicylates, benzophenones, diphenyl acrylate triazines, camphor Derivatives, polymerized UV-absorbers titanium or zinc metal oxide pigments, and polymers with a hydrocarbon structure or a siloxane structure with ultraviolet light absorbing groups. 1 7. According to the scope of patent applications 1 to 3 The sunscreen cosmetic composition of any one, which is used for protecting human skin or human hair from being damaged by ultraviolet light. 1 8. A compound selected from the group consisting of 2- (4- Heptyloxy-aniline phenylamino) diethyl malonate, 2- (4-methoxy-aniline methyl) dimethyl malonate, 2- (4-ethoxy-aniline methyl) ) Dimethyl malonate, 2- (4-propoxy-aniline methyl) dimethyl malonate, 2- (4- butoxy-aniline methyl) dimethyl malonate, Dimethyl 2- (4-pentyloxy-aniline methyl) malonate, dimethyl 2- (4-hexyloxy-aniline methyl) malonate, 2- (4-ethoxy -benzene Aminomethyl) dipentyl malonate, 2- (4-ethoxy-anilinomethyl) malonyl ethyl pentyl ester, 2- (4-ethoxy_anilinomethyl) malon Acid di-2 -ethylhexyl ester and 2- (4-ethoxy-anilinomethyl) malonate ethyl 2-ethylhexyl ester 0, ·, O: \ 54 \ 54057-9ill05.ptc Page 25